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1.
J Nat Prod ; 80(2): 347-355, 2017 02 24.
Article in English | MEDLINE | ID: mdl-28195475

ABSTRACT

The endophytic fungus Curvularia sp., strain M12, was isolated from a leaf of the medicinal plant Murraya koenigii and cultured on rice medium followed by chemical screening of the culture extract. Chromatographic analysis led to the isolation of four new compounds, murranofuran A (1), murranolide A (2), murranopyrone (3a), and murranoic acid A (4a), along with six known metabolites, N-(2-hydroxy-6-methoxyphenyl)acetamide (5), curvularin (6), (S)-dehydrocurvularin (7), pyrenolide A (8), modiolide A (9), and 8-hydroxy-6-methoxy-3-methylisocoumarin (10). The structures of the known compounds were confirmed by comparing ESI HR mass spectra, 1H and 13C NMR, and optical rotation data with values reported in the literature. The planar structures of the new compounds were elucidated by extensive analysis of 1D and 2D NMR and mass data. The absolute configurations of the new compounds were established by coupling constant analysis, modified Mosher's method, and CD data. Compound 8 showed a strong motility impairing activity against Phytophthora capsici zoospores at a low concentration (100% at 0.5 µg/mL) in a short time (30 min). Compounds 2, 3a, 6, 7, 9, and 10 exhibited zoospore motility impairment activity at higher concentrations (IC50: 50-100 µg/mL).


Subject(s)
Ascomycota/chemistry , Phytophthora/drug effects , Bangladesh , Dose-Response Relationship, Drug , Isocoumarins , Molecular Structure , Murraya/microbiology , Nuclear Magnetic Resonance, Biomolecular , Plant Leaves/microbiology , Plants, Medicinal/microbiology
2.
Nat Prod Commun ; 11(12): 1865-1868, 2016 Dec.
Article in English | MEDLINE | ID: mdl-30508353

ABSTRACT

In a search for endophytes from medicinal plants of Bangladesh, we isolated the M65 fungal strain from the fruit of Azadirachta indica. Following chemical screening, chromatographic purification of the culture extract of strain M65 led to the isolation of the previously reported lasiodiplodin (2), the known derivative 1, and the new derivative 3a, along with two further known compounds (4 and 5). The new (3R,5R)-5-hydroxylasiodiplodin (3a), the enantiomer of the known (3S,5S)-5-hydroxylasiodiplodin (3b), inhibited the motility of zoospores of a devastating late blight phytopathogen Phytophthora capsici by 100% at a concentration of 10 µg/mL. The respective activities of the other metabolites were negligible.


Subject(s)
Azadirachta/microbiology , Chaetomium/metabolism , Lactones/pharmacology , Phytophthora/drug effects , Biological Control Agents/metabolism , Biological Control Agents/pharmacology , Fermentation , Fruit/chemistry , Lactones/metabolism , Phytophthora/physiology , Plant Diseases/prevention & control , Spores/drug effects , Spores/physiology
3.
Mar Drugs ; 11(8): 2846-72, 2013 Aug 12.
Article in English | MEDLINE | ID: mdl-23941823

ABSTRACT

Marine Bacillus species produce versatile secondary metabolites including lipopeptides, polypeptides, macrolactones, fatty acids, polyketides, and isocoumarins. These structurally diverse compounds exhibit a wide range of biological activities, such as antimicrobial, anticancer, and antialgal activities. Some marine Bacillus strains can detoxify heavy metals through reduction processes and have the ability to produce carotenoids. The present article reviews the chemistry and biological activities of secondary metabolites from marine isolates. Side by side, the potential for application of these novel natural products from marine Bacillus strains as drugs, pesticides, carotenoids, and tools for the bioremediation of heavy metal toxicity are also discussed.


Subject(s)
Bacillus/metabolism , Biological Products/pharmacology , Drug Design , Animals , Biodegradation, Environmental/drug effects , Biological Products/chemistry , Biological Products/isolation & purification , Humans , Metals, Heavy/toxicity
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